Herbicidal mixtures based on 3-phenyluracils

ABSTRACT

A herbicidal mixture comprising 3-Phenyluracils of the formula (I) in which the variables R 1 -R 7  are as defined below: R 1  is methyl or NH 2 ; R 2  is haloalkyl; R 3  is hydrogen or halogen; R 4  is halogen or cyano; R 5  is hydrogen, cyano, alkyl, alkoxy, alkoxyalkyl, cyclo-alkyl, alkenyl, alkynyl or optionally substituted benzyl; R 6 , R 7  are hydrogen, optionally substituted alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, phenyl or benzyl; or R 6 , R 7  together with the nitrogen atom form a 3- to 7-membered saturated or unsaturated optionally substituted hetero-cycle, including their agriculturally acceptable salts; and at least one further herbicide B; and optionally at least one safener C.

The present invention relates to herbicidally active compositionscomprising 3-phenyluracils and at least one further herbicide andoptionally at least one safener.

In crop protection products, it is desirable in principle to increasethe specificity and the reliability of the action of active compounds.In particular, it is desirable for the crop protection product tocontrol the harmful plants effectively and, at the same time, to betolerated by the useful plants in question.

Various publications have described 3-phenyluracils as being highlyeffective herbicides. However, their compatibility with dicotyledonouscrop plants such as cotton, oilseed rape and some graminaceous plantssuch as barley, millet, corn, rice, wheat and sugar cane is not alwayssatisfactory, i.e. in addition to the harmful plants, the crop plantsare also damaged to an extent which is not acceptable. It is possible tospare the useful plants by lowering the application rates; however theextent of the control of harmful plants is naturally also reduced.

It is known that certain combinations of different herbicides withspecific action result in an enhanced activity of a herbicide componentby synergism. As a consequence, it is possible to reduce the applicationrates of herbicidally active compounds required for controlling theharmful plants.

Furthermore, it is known that in some cases better crop plantcompatibility can be achieved by joint application of specificallyacting herbicides with organic active compounds, some of which arethemselves herbicidally active. In these cases, the active compounds actas antidote or antagonist, and, owing to the fact that they can reduceor even prevent damage to the crop plants, they are also referred to assafeners.

3-Phenyluracils of the formula I:

in which the variables R¹-R⁷ are as defined below:

R¹ is methyl or NH₂;

R² is C₁-C₂-haloalkyl;

R³ is hydrogen or halogen;

R⁴ is halogen or cyano;

R⁵ is hydrogen, cyano, C₁-C₆-alkyl, C₁-C₆-alkoxy,C₁-C₄-alkoxy-C₁-C₄-alkyl, C₃-C₇-cycloalkyl, C₃-C₆-alkenyl, C₃-C₆-alkynylor benzyl which is unsubstituted or substituted by halogen orC₁-C₆-alkyl;

R⁶, R⁷ independently of one another are hydrogen, C₁-C₆-alkyl,C₁-C₆-alkoxy, C₃-C₆-alkenyl, C₃-C₆-alkynyl, C₃-C₇-cycloalkyl,C₃-C₇-cycloalkenyl, phenyl or benzyl, where each of the 8 abovementionedsubstituents is unsubstituted or substituted by 1 to 6 halogen atomsand/or by one, two or three groups selected from: OH, NH₂, CN, CONH₂,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl, C₁-C₄-alkylamino,di(C₁-C₄-alkyl)amino, formyl, C₁-C₄-alkylcarbonyl, C₁-C₄-alkoxycarbonyl,C₁-C₄-alkylaminocarbonyl, di(C₁-C₄-alkyl)aminocarbonyl,C₃-C₇-cycloalkyl, phenyl and benzyl; or

R⁶, R⁷ together with the nitrogen atom to which they are attached form a3-, 4-, 5-, 6- or 7-membered saturated or unsaturated nitrogenheterocycle which may be substituted by 1 to 6 methyl groups and whichmay contain 1 or 2 further heteroatoms selected from the groupconsisting of nitrogen, oxygen and sulfur as ring members,

and their agriculturally acceptable salts are disclosed in the earlierpatent application WO 01/83459. Certain herbicidal compositions of3-phenyluracils of formula I are disclosed in the earlier patentapplication WO 03/24221.

It is an object of the present invention to increase the herbicidalactivity of 3-phenyluracils of the formula I against undesirable harmfulplants and to improve simultaneously their compatibility with usefulplants.

We have found that this object is achieved, surprisingly, bycompositions comprising at least one 3-phenyluracil of the formula I and

at least one further herbicide B, selected from the group consisting of

aminopyralid and its agriculturally acceptable derivates,

4-hydroxy-3-{[2-methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-[4-(methylsulfonyl)-2-nitrobenzoyl]bicyclo[3.2.1]-oct-3-en-2-one,

8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-one,

pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester (pinoxaden) and

[N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide,

including their respective agriculturally acceptable salts;

and optionally

at least one safener C, selected from the group consisting of benoxacor,cloquintocet, cyometrinil, dichlormid, dicyclonon, dietholate,fenchlorazole, fenclorim, flurazole, fuxofenim, flurilazole, isoxadifen,mefenpyr, mephenate, naphthalic anhydride,2,2,5-trimethyl-3-(dichloracetyl-1,3-oxazolidine (R-29148),4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (AD-67, MON 4660) andoxabetrinil,

including their agriculturally acceptable salts and, provided they havea carboxyl group, of their agriculturally acceptable derivatives.

The invention relates in particular to compositions in the form ofherbicidally active crop protection compositions comprising aherbicidally effective amount of at least one mixture of I with B andoptionally C, as defined above, and at least one liquid and/or solidcarrier and, if desired, one or more surfactants and, if desired, one ormore further auxiliaries customary for crop protection compositions. Theinvention also relates to compositions in the form of a crop protectioncomposition formulated as a 2-component composition comprising a firstcomponent which comprises the active compound A, a solid or liquidcarrier and, if appropriate, one or more surfactants, and a secondcomponent which comprises at least one further herbicide B andoptionally a safener C, a solid or liquid carrier and, if appropriate,one or more surfactants, where both components may additionally comprisefurther auxiliaries customary for crop protection compositions.

The invention furthermore relates to a method for controllingundesirable vegetation, in particular in crops of cereals, corn,soybeans, rice, oilseed rape, cotton, potatoes, groundnuts or inperennial crops, and also in crops which, by genetic engineering or bybreeding, are resistant to one or more herbicides or to attack byinsects. The invention also relates to a method for the desiccation ordefoliation of plants. In the latter methods it is immaterial whetherthe herbicidally active compounds of components A) and B) and optionallyC) are formulated and applied jointly or separately, and, in the case ofseparate application, in which order the application takes place.

The organic moieties mentioned in the definition of the substituents R²,R⁵, R⁶, R⁷ in formula I or as radicals on cycloalkyl, phenyl orheterocyclic rings are—like the term halogen—collective terms forindividual enumerations of the individual group members. All hydrocarbonchains, i.e. all alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy,alkylamino, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl,alkylsulfonyl, haloalkylsulfonyl, alkenyl and alkynyl groups andcorresponding moieties in larger groups such as alkylcarbonyl,alkylaminocarbonyl, dialkylaminocarbonyl, alkoxycarbonyl, etc., can bestraight-chain or branched, the prefix C_(n)-C_(m) denoting in each casethe possible number of carbon atoms in the group. Halogenatedsubstituents preferably carry one, two, three, four or five identical ordifferent halogen atoms. The term halogen denotes in each case fluorine,chlorine, bromine or iodine.

Examples of other meanings are:

-   -   C₁-C₄-alkyl: CH₃, C₂H₅, n-propyl, CH(CH₃)₂, n-butyl,        CH(CH₃)—C₂H₅, CH₂—CH(CH₃)₂ and C(CH₃)₃;    -   C₁-C₆-alkyl: C₁-C₄-alkyl as mentioned above, and also, for        example, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl,        2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1,1-dimethylpropyl,        1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl,        3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl,        1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl,        2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl,        2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl,        1-ethyl-1-methylpropyl or 1-ethyl-2-methylpropyl, preferably        methyl, ethyl, n-propyl, 1-methylethyl, n-butyl,        1,1-dimethylethyl, n-pentyl or n-hexyl;    -   C₁-C₄-alkoxy: OCH₃, OC₂H₅, n-propoxy, OCH(CH₃)₂, n-butoxy,        OCH(CH₃)—C₂H₅, OCH₂—CH(CH₃)₂ or OC(CH₃)₃, preferably OCH₃, OC₂H₅        or OCH(CH₃)₂;    -   C₁-C₄-haloalkoxy: a C₁-C₄-alkoxy radical as mentioned above        which is partially or fully substituted by fluorine, chlorine,        bromine and/or iodine, i.e., for example, OCH₂F, OCHF₂, OCF₃,        OCH₂Cl, OCH(Cl)₂, OC(Cl)₃, chlorofluoromethoxy,        dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy,        2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy,        2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy,        2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy,        2,2,2-trichloroethoxy, OC₂F₅, 2-fluoropropoxy, 3-fluoropropoxy,        2,2-difluoropropoxy, 2,3-difluoropropoxy, 2-chloropropoxy,        3-chloropropoxy, 2,3-dichloropropoxy, 2-bromopropoxy,        3-bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy,        2,2,3,3,3-pentafluoropropoxy, OCF₂—C₂F₅,        1-(CH₂F)-2-fluoroethoxy, 1-(CH₂Cl)-2-chloroethoxy,        1-(CH₂Br)-2-bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy,        4-bromobutoxy or nonafluorobutoxy, preferably OCHF₂, OCF₃,        dichlorofluoromethoxy, chlorodifluoromethoxy or        2,2,2-trifluoroethoxy;    -   C₁-C₄-alkylthio: SCH₃, SC₂H₅, n-propylthio, SCH(CH₃)2,        n-butylthio, SCH(CH₃)—C₂H₅, SCH₂—CH(CH₃)₂ or SC(CH₃)₃,        preferably SCH₃ or SC₂H₅;    -   C₁-C₄-haloalkylthio: a C₁-C₄-alkylthio radical as mentioned        above which is partially or fully substituted by fluorine,        chlorine, bromine and/or iodine, i.e., for example, SCH₂F,        SCHF₂, SCH₂Cl, SCH(Cl)₂, SC(Cl)₃, SCF₃, chlorofluoromethylthio,        dichlorofluoromethylthio, chlorodifluoromethylthio,        2-fluoroethylthio, 2-chloroethylthio, 2-bromoethylthio,        2-iodoethylthio, 2,2-difluoroethylthio,        2,2,2-trifluoroethylthio, 2-chloro-2-fluoroethylthio,        2-chloro-2,2-difluoroethylthio, 2,2-dichloro-2-fluoroethylthio,        2,2,2-trichloroethylthio, SC₂F₅, 2-fluoropropylthio,        3-fluoropropylthio, 2,2-difluoropropylthio,        2,3-difluoropropylthio, 2-chloropropylthio, 3-chloropropylthio,        2,3-dichloropropylthio, 2-bromopropylthio, 3-bromopropylthio,        3,3,3-trifluoropropylthio, 3,3,3-trichloropropylthio, SCH₂—C₂F₅,        SCF₂—C₂F₅, 1-(CH₂F)-2-fluoroethylthio,        1-(CH₂Cl)-2-chloroethylthio, 1-(CH₂Br)-2-bromoethylthio,        4-fluorobutylthio, 4-chlorobutylthio, 4-bromobutylthio or        SCF₂—CF₂—C₂F₅, preferably SCHF₂, SCF₃, dichlorofluoromethylthio,        chlorodifluoromethylthio or 2,2,2-trifluoroethylthio;    -   C₁-C₄-alkoxy-C₁-C₄-alkyl: C₁-C₄-alkyl which is substituted by        C₁-C₄-alkoxy—as mentioned above—, i.e., for example, CH₂—OCH₃,        CH₂—OC₂H₅, n-propoxymethyl, CH₂—OCH(CH₃)₂, n-butoxymethyl,        (1-methylpropoxy)methyl, (2-methylpropoxy)methyl, CH₂—OC(CH₃)₃,        2-(methoxy)ethyl, 2-(ethoxy)ethyl, 2-(n-propoxy)ethyl, 2-        (1-methylethoxy) ethyl, 2-(n-butoxy) ethyl,        2-(1-methylpropoxy)ethyl, 2-(2-methylpropoxy)ethyl,        2-(1,1-dimethylethoxy)ethyl, 2-(methoxy)propyl,        2-(ethoxy)propyl, 2-(n-propoxy)propyl, 2-(1-methylethoxy)propyl,        2-(n-butoxy)propyl, 2-(1-methylpropoxy)propyl,        2-(2-methylpropoxy)propyl, 2-(1,1-dimethylethoxy)propyl,        3-(methoxy)propyl, 3-(ethoxy)propyl, 3-(n-propoxy)propyl,        3-(1-methylethoxy)propyl, 3-(n-butoxy)propyl,        3-(1-methylpropoxy)propyl, 3-(2-methylpropoxy)propyl,        3-(1,1-dimethylethoxy)propyl, 2-(methoxy)butyl, 2-(ethoxy)butyl,        2-(n-propoxy)butyl, 2-(1-methylethoxy)butyl, 2-(n-butoxy)butyl,        2-(1-methylpropoxy)butyl, 2-(2-methylpropoxy)butyl,        2-(1,1-dimethylethoxy)butyl, 3-(methoxy)butyl, 3-(ethoxy)butyl,        3-(n-propoxy)butyl, 3-(1-methylethoxy)butyl, 3-(n-butoxy)butyl,        3-(1-methylpropoxy)butyl, 3-(2-methylpropoxy)butyl,        3-(1,1-dimethylethoxy)butyl, 4-(methoxy)butyl, 4-(ethoxy)butyl,        4-(n-propoxy)butyl, 4-(1-methylethoxy)butyl, 4-(n-butoxy)butyl,        4-(1-methylpropoxy)butyl, 4-(2-methylpropoxy)butyl or        4-(1,1-dimethylethoxy)butyl, preferably CH₂—OCH₃, CH₂—OC₂H₅,        2-methoxyethyl or 2-ethoxyethyl;    -   (C₁-C₄-alkyl)carbonyl: CO—CH₃, CO—C₂H₅, CO—CH₂—C₂H₅,        CO—CH(CH₃)₂, n-butylcarbonyl, CO—CH(CH₃)—C₂H₅, CO—CH₂—CH(CH₃)₂        or CO—C(CH₃)₃, preferably CO—CH₃ or CO—C₂H₅;    -   (C₁-C₄-alkoxy)carbonyl: CO—OCH₃, CO—OC₂H₅, n-propoxycarbonyl,        CO—OCH(CH₃)₂, n-butoxycarbonyl, CO—OCH(CH₃)—C₂H₅,        CO—OCH₂—CH(CH₃)₂ or CO—OC(CH₃)₃, preferably CO—OCH₃ or CO—OC₂H₅;    -   C₁-C₄-alkylsulfonyl: SO₂—CH₃, SO₂—C₂H₅, SO₂—CH₂—C₂H₅,        SO₂—CH(CH₃)₂, n-butylsulfonyl, SO₂—CH(CH₃)—C₂H₅,        SO₂—CH₂—CH(CH₃)₂ or SO₂—C(CH₃)₃, preferably SO₂—CH₃ or SO₂—C₂H₅;    -   C₁-C₄-haloalkylsulfonyl: a C₁-C₄-alkylsulfonyl radical—as        mentioned above—which is partially or fully substituted by        fluorine, chlorine, bromine and/or iodine, i.e., for example,        SO₂—CH₂F, SO₂—CHF₂, SO₂—CF₃, SO₂—CH₂Cl, SO₂—CH(Cl)₂, SO₂—C(Cl)₃,        chlorofluoromethylsulfonyl, dichlorofluoromethylsulfonyl,        chlorodifluoromethylsulfonyl, 2-fluoroethylsulfonyl,        2-chloroethylsulfonyl, 2-bromoethylsulfonyl,        2-iodoethylsulfonyl, 2,2-difluoroethylsulfonyl,        2,2,2-trifluoroethylsulfonyl, 2-chloro-2-fluoroethylsulfonyl,        2-chloro-2,2-difluoroethylsulfonyl,        2,2-dichloro-2-fluoroethylsulfonyl,        2,2,2-trichloroethylsulfonyl, SO₂—C₂F₅, 2-fluoropropylsulfonyl,        3-fluoropropylsulfonyl, 2,2-difluoropropylsulfonyl,        2,3-difluoropropylsulfonyl, 2-chloropropylsulfonyl,        3-chloropropylsulfonyl, 2,3-dichloropropylsulfonyl,        2-bromopropylsulfonyl, 3-bromopropylsulfonyl,        3,3,3-trifluoropropylsulfonyl, 3,3,3-trichloropropylsulfonyl,        SO₂—CH₂—C₂F₅, SO₂—CF₂—C₂F₅,        1-(fluoromethyl)-2-fluoroethylsulfonyl,        1-(chloromethyl)-2-chloroethylsulfonyl,        1-(bromomethyl)-2-bromoethylsulfonyl, 4-fluorobutylsulfonyl,        4-chlorobutylsulfonyl, 4-bromobutylsulfonyl or        nonafluorobutylsulfonyl, preferably SO₂—CF₃, SO₂—CH₂Cl or        2,2,2-trifluoroethylsulfonyl;    -   C₁-C₄-alkylamino: NH(CH₃), NH(C₂H₅), propylamino, NH[CH(CH₃)₂],        butylamino, 1-methylpropylamino, 2-methylpropylamino,        NH[C(CH₃)₃];    -   di(C₁-C₄-alkyl)amino: N(CH₃)₂, N(C₂H₅)₂, N,N-dipropylamino,        N[CH(CH₃)₂]₂, N,N-dibutylamino, N,N-di(1-methylpropyl)amino,        N,N-di(2-methylpropyl)amino, N[C(CH₃)₃]₂, N-ethyl-N-methylamino,        N-methyl-N-propylamino, N-methyl-N-(1-methylethyl)amino,        N-butyl-N-methylamino, N-methyl-N-(1-methylpropyl)amino,        N-methyl-N-(2-methylpropyl)amino,        N-(1,1-dimethylethyl)-N-methylamino, N-ethyl-N-propylamino,        N-ethyl-N-(1-methylethyl)amino, N-butyl-N-ethylamino,        N-ethyl-N-(1-methylpropyl)amino,        N-ethyl-N-(2-methylpropyl)amino,        N-ethyl-N-(1,1-dimethylethyl)amino,        N-(1-methylethyl)-N-propylamino, N-butyl-N-propylamino,        N-(1-methylpropyl)-N-propylamino,        N-(2-methylpropyl)-N-propylamino,        N-(1,1-dimethylethyl)-N-propylamino,        N-butyl-N-(1-methylethyl)amino,        N-(1-methylethyl)-N-(1-methylpropyl)amino,        N-(1-methylethyl)-N-(2-methylpropyl)amino,        N-(1,1-dimethylethyl)-N-(1-methylethyl)amino,        N-butyl-N-(1-methylpropyl)amino,        N-butyl-N-(2-methylpropyl)amino,        N-butyl-N-(1,1-dimethylethyl)amino,        N-(1-methylpropyl)-N-(2-methylpropyl)amino,        N-(1,1-dimethylethyl)-N-(1-methylpropyl)amino or        N-(1,1-dimethylethyl)-N-(2-methylpropyl)amino, preferably        N(CH₃)₂ or N(C₂H₅);    -   C₁-C₄-alkylaminocarbonyl: for example methylaminocarbonyl,        ethylaminocarbonyl, 1-methylethylaminocarbonyl,        propylaminocarbonyl, butylaminocarbonyl,        1-methylpropylaminocarbonyl, 2-methylpropylaminocarbonyl,        1,1-dimethylethylaminocarbonyl;    -   di(C₁-C₄-alkyl)aminocarbonyl: for example        N,N-dimethylaminocarbonyl, N,N-diethylaminocarbonyl,        N,N-di(1-methylethyl)aminocarbonyl, N,N-dipropylaminocarbonyl,        N,N-dibutylaminocarbonyl, N,N-di(1-methylpropyl)aminocarbonyl,        N,N-di(2-methylpropyl)aminocarbonyl,        N,N-di(1,1-dimethylethyl)aminocarbonyl,        N-ethyl-N-methylaminocarbonyl, N-methyl-N-propylaminocarbonyl,        N-methyl-N-(1-methylethyl)aminocarbonyl,        N-butyl-N-methylaminocarbonyl,        N-methyl-N-(1-methylpropyl)aminocarbonyl,        N-methyl-N-(2-methylpropyl)aminocarbonyl,        N-(1,1-dimethylethyl)-N-methylaminocarbonyl,        N-ethyl-N-propylaminocarbonyl,        N-ethyl-N-(1-methylethyl)aminocarbonyl,        N-butyl-N-ethylaminocarbonyl,        N-ethyl-N-(1-methylpropyl)aminocarbonyl,        N-ethyl-N-(2-methylpropyl)aminocarbonyl,        N-ethyl-N-(1,1-dimethylethyl)aminocarbonyl,        N-(1-methylethyl)-N-propylaminocarbonyl,        N-butyl-N-propylaminocarbonyl,        N-(1-methylpropyl)-N-propylaminocarbonyl,        N-(2-methylpropyl)-N-propylaminocarbonyl,        N-(1,1-dimethylethyl)-N-propylaminocarbonyl,        N-butyl-N-(1-methylethyl)aminocarbonyl,        N-(1-methylethyl)-N-(1-methylpropyl)aminocarbonyl,        N-(1-methylethyl)-N-(2-methylpropyl)aminocarbonyl,        N-(1,1-dimethylethyl)-N-(1-methylethyl)aminocarbonyl,        N-butyl-N-(1-methylpropyl)aminocarbonyl,        N-butyl-N-(2-methylpropyl)aminocarbonyl,        N-butyl-N-(1,1-dimethylethyl)aminocarbonyl,        N-(1-methylpropyl)-N-(2-methylpropyl)aminocarbonyl,        N-(1,1-dimethylethyl)-N-(1-methylpropyl)aminocarbonyl or        N-(1,1-dimethylethyl)-N-(2-methylpropyl)aminocarbonyl;    -   C₃-C₆-alkenyl: prop-1-en-1-yl, allyl, 1-methylethenyl,        1-buten-1-yl, 1-buten-2-yl, 1-buten-3-yl, 2-buten-1-yl,        1-methylprop-1-en-1-yl, 2-methylprop-1-en-1-yl,        1-methylprop-2-en-1-yl, 2-methylprop-2-en-1-yl, n-penten-1-yl,        n-penten-2-yl, n-penten-3-yl, n-penten-4-yl,        1-methylbut-1-en-1-yl, 2-methylbut-1-en-1-yl,        3-methylbut-1-en-1-yl, 1-methylbut-2-en-1-yl,        2-methylbut-2-en-1-yl, 3-methylbut-2-en-1-yl,        1-methylbut-3-en-1-yl, 2-methylbut-3-en-1-yl,        3-methylbut-3-en-1-yl, 1,1-dimethylprop-2-en-1-yl,        1,2-dimethylprop-1-en-1-yl, 1,2-dimethylprop-2-en-1-yl,        1-ethylprop-1-en-2-yl, 1-ethylprop-2-en-1-yl, n-hex-1-en-1-yl,        n-hex-2-en-1-yl, n-hex-3-en-1-yl, n-hex-4-en-1-yl,        n-hex-5-en-1-yl, 1-methylpent-1-en-1-yl, 2-methylpent-1-en-1-yl,        3-methylpent-1-en-1-yl, 4-methylpent-1-en-1-yl,        1-methylpent-2-en-1-yl, 2-methylpent-2-en-1-yl,        3-methylpent-2-en-1-yl, 4-methylpent-2-en-1-yl,        1-methylpent-3-en-1-yl, 2-methylpent-3-en-1-yl,        3-methylpent-3-en-1-yl, 4-methylpent-3-en-1-yl,        1-methylpent-4-en-1-yl, 2-methylpent-4-en-1-yl,        3-methylpent-4-en-1-yl, 4-methylpent-4-en-1-yl,        1,1-dimethylbut-2-en-1-yl, 1,1-dimethylbut-3-en-1-yl,        1,2-dimethylbut-1-en-1-yl, 1,2-dimethylbut-2-en-1-yl,        1,2-dimethylbut-3-en-1-yl, 1,3-dimethylbut-1-en-1-yl,        1,3-dimethylbut-2-en-1-yl, 1,3-dimethylbut-3-en-1-yl,        2,2-dimethylbut-3-en-1-yl, 2,3-dimethylbut-1-en-1-yl,        2,3-dimethylbut-2-en-1-yl, 2,3-dimethylbut-3-en-1-yl,        3,3-dimethylbut-1-en-1-yl, 3,3-dimethylbut-2-en-1-yl,        1-ethylbut-1-en-1-yl, 1-ethylbut-2-en-1-yl,        1-ethylbut-3-en-1-yl, 2-ethylbut-1-en-1-yl,        2-ethylbut-2-en-1-yl, 2-ethylbut-3-en-1-yl,        1,1,2-trimethylprop-2-en-1-yl, 1-ethyl-1-methylprop-2-en-1-yl,        1-ethyl-2-methylprop-1-en-1-yl or        1-ethyl-2-methylprop-2-en-1-yl;    -   C₃-C₆-alkynyl: prop-1-yn-1-yl, prop-2-yn-1-yl, n-but-1-yn-1-yl,        n-but-1-yn-3-yl, n-but-1-yn-4-yl, n-but-2-yn-1-yl,        n-pent-1-yn-1-yl, n-pent-1-yn-3-yl, n-pent-1-yn-4-yl,        n-pent-1-yn-5-yl, n-pent-2-yn-1-yl, n-pent-2-yn-4-yl,        n-pent-2-yn-5-yl, 3-methylbut-1-yn-3-yl, 3-methylbut-1-yn-4-yl,        n-hex-1-yn-1-yl, n-hex-1-yn-3-yl, n-hex-1-yn-4-yl,        n-hex-1-yn-5-yl, n-hex-. 1-yn-6-yl, n-hex-2-yn-1-yl,        n-hex-2-yn-4-yl, n-hex-2-yn-5-yl, n-hex-2-yn-6-yl,        n-hex-3-yn-1-yl, n-hex-3-yn-2-yl, 3-methylpent-1-yn-1-yl,        3-methylpent-1-yn-3-yl, 3-methylpent-1-yn-4-yl,        3-methylpent-1-yn-5-yl, 4-methylpent-1-yn-1-yl,        4-methylpent-2-yn-4-yl or 4-methylpent-2-yn-5-yl, preferably        prop-2-yn-1-yl;    -   C₃-C₇-cycloalkyl: cyclopropyl, cyclobutyl, cyclopentyl,        cyclohexyl or cycloheptyl;

The active compound aminopyralid and the active compounds C are knownherbicides and safeners, see, for example

The Compendium of Pesticide Common Names(http://www.hclrss.demon.co.uk/index.html);

Farm Chemicals Handbook 2000 Vol. 86, Meister Publishing Company, 2000;

B. Hock, C. Fedtke, R. R. Schmidt, Herbizide, Georg Thieme Verlag,Stuttgart 1995;

W. H. Ahrens, Herbicide Handbook, 7^(th) Edition, Weed Science Societyof America, 1994; and

K. K. Hatzios, Herbicide Handbook, Supplement to 7^(th) Edition, WeedScience Society of America, 1998.

2,2,5-Trimethyl-3-(dichloroacetyl)-1,3-oxazolidine (CAS No. 52836-31-4)is also known under the name R-29148.

4-(Dichloroacetyl)-1-oxa-4- azaspiro[4.5]decane (CAS No. 71526-07-03) isalso known under the names AD-67 and MON 4660.

4-Hydroxy-3-([2-methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl)bicyclo[3.2.1]oct-3-en-2-one (CAS 261634-96-2) is known from WO2000/15615.4-Hydroxy-3-[[2-[(2-methoxyethoxy)methyl]-6-(trifluoromethyl)-3-pyridinyl]carbonyl]bicyclo[3.2.1]oct-3-en-2-one(CAS 352010-68-5) is known from WO 2001/94339.

4-Hydroxy-3-[4-methylsulfonyl)-2-nitrobenzoyl]bicyclo[3.2.1]oct-3-en-2-one(CAS 137014-61-0) is known from WO 2000/00029.

8-(2,6-Diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-one(CAS 243973-19-5) and pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester(CAS 243973-20-8) are known from WO 1999/47525 and WO 2000/47585.

Privalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d](1,4,5]oxadiazepin-9-yl]ester is also known under the name pinoxaden.

[N-5,7-Dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide(CAS 422556-08-9) is known from WO 2002/36595.

If the phenyluracils I, the herbicides B and/or the safeners C arecapable of forming geometrical isomers, for example E/Z isomers, it ispossible to use both the pure isomers and mixtures thereof in thecompositions according to the invention. If the phenyluracils I, theherbicides B and/or the safeners C have one or more centers of chiralityand, as a consequence, are present as enantiomers or diastereomers, itis possible to use both the pure enantiomers and diastereomers and theirmixtures in the compositions according to the invention.

If the phenyluracils I, the herbicides B and/or the safeners C havefunctional groups which can be ionized, they can also be used in theform of their agriculturally acceptable salts. In general, the salts ofthose cations are suitable whose cations have no adverse effect on theaction of the active compounds (“agricultural acceptable”).

Preferred cations are the ions of the alkali metals, preferably oflithium, sodium and potassium, of the alkaline earth metals, preferablyof calcium and magnesium, and of the transition metals, preferably ofmanganese, copper, zinc and iron, furthermore ammonium and substitutedammonium in which one to four hydrogen atoms are replaced byC₁-C₄-alkyl, hydroxy-C₁-C₄-alkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,hydroxy-C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl or benzyl, preferably ammonium,methylammonium, isopropylammonium, dimethylammonium,diisopropylammonium, trimethylammonium, tetramethylammonium,tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium,2-(2-hydroxyethoxy)eth-1-ylammonium, di(2-hydroxyeth-1-yl)ammonium,benzyltrimethylammonium, benzyltriethylammonium, furthermore phosphoniumions, sulfonium ions, preferably tri(C₁-C₄-alkyl)sulfonium such astrimethylsulfonium, and sulfoxonium ions, preferablytri(C₁-C₄-alkyl)sulfoxonium.

It is possible to use, for example, the active compounds of formula Iand aminopyralid,

4-hydroxy-3-{[2-methyl-6-(trifluoromethyl-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-[4-(methylsulfonyl)-2-nitrobenzoyl]bicyclo[3.2.1]oct-3-en-2-one,

8-(2,6-diethyl-4-methylpenyl)-1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-one,

[N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a)]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide,cloquintocet, fenchlorazole, isoxadifen and mefenpyr, if desired, assalts of the agriculturally useful cations mentioned above, in thecompositions according to the invention.

In the compositions according to the invention, the active compounds Band/or C which carry a carboxyl group can, instead of the activecompounds mentioned above, also be employed in the form of anagriculturally acceptable derivative, for example as amides such asmono- or di-C₁-C₆-alkylamides or arylamides, as esters, for example asallyl esters, propargyl esters, C₁-C₁₀-alkyl esters or alkoxyalkylesters, and also as thioesters, for example as C₁-C₁₀-alkyl thioesters.Examples of active compounds having a COOH group which can also beemployed as derivatives are: aminopyralid, cloquintocet, fenchlorazole,isoxadifen ad mefenpyr.

Preferred mono- and di-C₁-C₆-alkylamides are the methyl- and thedimethylamides.

Preferred arylamides are, for example, the anilidines and the2-chloroanilides.

Preferred alkyl esters are, for example, the methyl, ethyl, propyl,isopropyl, butyl, isobutyl, pentyl, mexyl (1-methylhexyl) or isooctyl(2-ethylhexyl) esters.

Preferred C₁-C₄-alkoxy-C₁-C₄-alkyl esters are the straight-chain orbranched C₁-C₄-alkoxyethyl esters, for example the methoxyethyl,ethoxyethyl or butoxyethyl esters. An example of the straight-chain orbranched C₁-C₁₀-alkyl thioesters is the ethyl thioester.

Among the 3-phenyluracils of the formula I, preference is given to thosein which the variables R¹ to R⁷ have the meanings given below:

R¹ is methyl or NH₂;

R² is trifluoromethyl;

R³ is hydrogen, fluorine or chlorine, in particular fluorine;

R⁴ is halogen or cyano, in particular chlorine or cyano;

R⁵ is hydrogen;

R⁶, R⁷ independently of one another are hydrogen, C₁-C₆-alkyl,C₃-C₆-alkenyl, C₃-C₆-alkynyl, C₃-C₇-cycloalkyl, C₃-C₇-cycloalkenyl,phenyl or benzyl or

R⁶, R⁷ together with the nitrogen atom to which they are attached form apyrrolidine, piperidine, morpholine, N-methylpiperazine orperhydroazepine ring.

R⁶, R⁷ are in particular identical or different C₁-C₆-alkyl radicals.

In a particularly preferred embodiment of the invention, thecompositions comprise at least one 3-phenyluracil I in which thevariables R¹ to R⁷ in formula I have the following meanings (hereinbelowalso referred to as phenyluracils Ia):

R¹ is methyl;

R² is trifluoromethyl;

R³ is fluorine;

R⁴ is chlorine;

R⁵ is hydrogen;

R⁶, R⁷ independently of one another are C₁-C₆-alkyl.

In another particularly preferred embodiment of the invention, thecompositions comprise at least one 3-phenyluracil I in which thevariables R¹ to R⁷ in formula I have the meanings below (hereinbelowalso referred to as phenyluracils Ib):

R¹ is NH₂;

R² is trifluoromethyl;

R³ is fluorine;

R⁴ is chlorine;

R⁵ is hydrogen;

R⁶, R⁷ independently of one another are C₁-C₆-alkyl.

Examples of particularly preferred herbicides Ia or Ib are the compoundsof the formula I′ listed below in which R¹, R⁶ and R⁷ together have themeanings given in one row of table 1 (compounds I.1 to I.74). TABLE 1(I′)

Phenyluracil I R¹ R⁶ R⁷ I.1 methyl methyl methyl I.2 amino methyl methylI.3 methyl methyl ethyl I.4 amino methyl ethyl I.5 methyl methyl propylI.6 amino methyl propyl I.7 methyl methyl isopropyl I.8 amino methylisopropyl I.9 methyl methyl butyl I.10 amino methyl butyl I.11 methylmethyl s-butyl I.12 amino methyl s-butyl I.13 methyl methyl isobutylI.14 amino methyl isobutyl I.15 methyl methyl t-butyl I.16 amino methylt-butyl I.17 methyl methyl n-pentyl I.18 amino methyl n-pentyl I.19methyl methyl n-hexyl I.20 amino methyl n-hexyl I.21 methyl methyl allylI.22 amino methyl allyl I.23 methyl methyl propargyl I.24 amino methylpropargyl I.25 methyl methyl phenyl I.26 amino methyl phenyl I.27 methylmethyl benzyl I.28 amino methyl benzyl I.29 methyl ethyl ethyl I.30amino ethyl ethyl I.31 methyl ethyl propyl I.32 amino ethyl propyl I.33methyl ethyl isopropyl I.34 amino ethyl isopropyl I.35 methyl ethylbutyl I.36 amino ethyl butyl I.37 methyl ethyl n-pentyl I.38 amino ethyln-pentyl I.39 methyl ethyl n-hexyl I.40 amino ethyl n-hexyl I.41 methylpropyl propyl I.42 amino propyl propyl I.43 methyl propyl isopropyl I.44amino propyl isopropyl I.45 methyl propyl butyl I.46 amino propyl butylI.47 methyl propyl n-pentyl I.48 amino propyl n-pentyl I.49 methylpropyl n-hexyl I.50 amino propyl n-hexyl I.51 methyl isopropyl isopropylI.52 amino isopropyl isopropyl I.53 methyl isopropyl butyl I.54 aminoisopropyl butyl I.55 methyl isopropyl n-pentyl I.56 amino isopropyln-pentyl I.57 methyl isopropyl n-hexyl I.58 amino isopropyl n-hexyl I.59methyl butyl butyl I.60 amino butyl butyl I.61 methyl butyl n-pentylI.62 amino butyl n-pentyl I.63 methyl butyl n-hexyl I.64 amino butyln-hexyl I.65 methyl n-pentyl n-pentyl I.66 amino n-pentyl n-pentyl I.67methyl n-pentyl n-hexyl I.68 amino n-pentyl n-hexyl I.69 methyl n-hexyln-hexyl I.70 amino n-hexyl n-hexyl I.71 methyl —(CH₂)₄— I.72 amino—(CH₂)₄— I.73 methyl —(CH₂)₂—O—(CH₂)₂— I.74 amino —(CH₂)₂—O—(CH₂)₂—

Preferred herbicides B which can be used according to the presentinvention in combination with the 3-phenyluracils of formula I areselected from the group consisting of aminopyralid and itsagriculturally acceptable derivatives,

4-hydroxy-3-{[2-methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluormethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-[4-(methylsulfonyl)-2-nitrobenzoyl]bicyclo[3.2.1]oct-3-en-2-one,

8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo[1,2-d)(1,4,5]oxadiazepin-7-oneand

pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester(pinoxaden),

including their respective agriculturally acceptable salts;

Also preferred herbicides B which can be used according to the presentinvention in combination with the 3-phenyluracils of the formula I areselected from the group consisting of aminopyralid and itsagriculturally acceptable derivatives,

4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluormethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester(pinoxaden) and

[N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide,including their respective agricultural acceptable salts.

As active compounds C, the compositions according to the inventionparticularly preferably comprise at least one of the compounds listedbelow: benoxacor, cloquintocet, dichlormid, fenchlorazole, fenclorim,fluxofenim, furilazole, isoxadifen, mefenpyr,2,2,5-trimethyl-3-(dichloracetyl)-1,3-oxazolidine,4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane and oxabetrinil and/or anagriculturally acceptable salt thereof and/or, in the case of compoundshaving a COOH group, an agriculturally acceptable derivative.

Particular preference is given to those binary and ternary compositionswhich comprise at least one 3-phenyluracil of the formula I and at leastone herbicide B and, if appropriate, one or more safeners C.

Here and below, the term “binary compositions” includes compositionswhich comprise one or more, for example 2 or 3, active compounds I andone or more, for example 2 or 3, herbicides B. Correspondingly, the term“ternary compositions” includes compositions which comprise one or more,for example 2 or 3, active compounds I, one or more, for example 2 or 3,herbicides B and one or more, for example 2 or 3, safeners C.

In binary compositions the weight ratio of the active compounds I:B isusually in the range from 1:500 to 10:1, preferably in the range from1:100 to 10:1, in particular in the range from 1:50 to 10:1 andparticularly preferably in the range from 1:25 to 5:1.

In ternary compositions which comprise both a 3-phenyluracil I, at leastone herbicide B and at least one safener C, the relative weight ratiosof the components I:B:C are usually in the range from 10:1:1 to1:500:10, preferably from 10:1:1 to 1:100:10, in particular from 10:1:1to 1:50:1 and particularly preferably from 5:1:1 to 1:25:5. In theseternary compositions, the weight ratio of herbicide B to safener C ispreferably in the range from 50:1 to 1:10.

In a particular preferred embodiment of the invention, preference isgiven to those compositions of the invention which comprise a3-phenyluracil of the formula I, especially of the formula Ia or Ib;

in combination with at least one, especially exacty one herbicide Bselected from the group consisting of

aminopyralid and its agriculturally acceptable derivates,

4-hydroxy-3-{[2-methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-[4-(methylsulfonyl)-2-nitrobenzoyl]bicyclo[3.2.1]-oct-3-en-2-one,

8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-oneand

pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester (pinoxaden),

including their respective agriculturally acceptable salts,

in particular aminopyralid,

4-hydroxy-3-{[2-methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-[4-(methylsulfonyl)-2-nitrobenzoyl]bicyclo[3.2.1]-oct-3-en-2-one,

8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-oneand

pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester (pinoxaden); and, if desired,

a safener C, in particular selected from the group consistingfenclorazole, cloquintocet, isoxadifen and mefenpyr.

In another particular preferred embodiment of the invention, preferenceis given to those compositions of the invention which comprise a 3-phenyluracil of the formula I, especially of the formulae Ia or Ib;

in combination with aminopyralid; and, if desired,

a safener C, in particular selected from the group consisting offenclorazole, cloquintocet, isoxadifen and mefenpyr.

In another particular preferred embodiment of the invention, preferenceis given to those compositions of the invention which comprise a3-phenyluracil of the formula I, especially of formulae Ia or Ib;

in combination with at least one, especially exactly one herbicide Bselected from the group consisting of

4-hydroxy-3-{[2-methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-{[2-2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,

4-hydroxy-3-[4-(methylsulfonyl)-2-nitrobenzoyl]bicyclo[3.2.1]oct-3-en-2-one,

in particular4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one;

and, if desired,

a safener C, in particular selected from the group consisting offenclorazole, cloquintocet, isoxadifen and mefenpyr.

In another particular preferred embodiment of the invention, preferenceis given to those compositions of the invention which comprise a3-phenyluracil of the formula I, specially of formulae Ia or Ib;

in combination with at least one, especially exactly one herbicide Bselected from the group consisting of

8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-one,

pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester(pinoxaden),

in particular pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester (pinoxaden); and, if desired,

a safener C, in particular selected from the group consisting offenclorazole, cloquintocet, isoxadifen and mefenpyr.

In another particular preferred embodiment of the invention, preferenceis given to those compositions of the invention which comprise a3-phenyluracil of the formula I, especially of formulae Ia or Ib;

in combination with[N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluromethyl)-3-pyridinesulfonamide;and, if desired,

a safener C, in particular selected from the group consisting offenclorazole, cloquintocet, isoxadifen and mefenpyr.

In the preferred or especially preferred compositions described abovethe herbicides B as well as the safeners C can be used in the form oftheir agriculturally acceptable salts or in the form of anagriculturally acceptable derivative thereof as described above. Theweight ratios of the individual components in the compositions arewithin the limits stated above. Among the especially preferredcompositions, particular preference is given to those compositions ofthe invention in which the variables R¹ to R⁷ have the preferredmeanings, especially the particularly preferred meanings. Particularpreference is given to 3-phenyluracil of the formula Ia or Ib as definedabove.

Preference is given, for example, to those compositions which, as activecompound I, comprise the phenyluracil I.1 and, as further activecompound, the substances listed in one row of table 2 (compositions 1.1to 1.43). The weight ratios of the individual components in thecompositions 1.1 to 1.43 are within the stated limits, in the case ofbinary mixtures of phenyluracil I.1 and herbicide B for example 1:1, inthe case of binary mixtures of phenyluracil I.1 and safener C forexample 1:1 and in the case of ternary mixtures of phenyluracil I.1,herbicide B and safener C for example 1:1:1, 2:1:1, 1:2:1, 1:5:1 or1:5:2. TABLE 2 Composition No. Herbicide B Safener C 1.1 aminopyralid —1.2 aminopyralid benoxacor 1.3 aminopyralid cloquintocet 1.4aminopyralid dichlormid 1.5 aminopyralid fenchlorazole 1.6 aminopyralidfenclorim 1.7 aminopyralid fluxofenim 1.8 aminopyralid furilazole 1.9aminopyralid isoxadifen 1.10 aminopyralid mefenpyr 1.11 aminopyralid2,2,5-trimethyl- 3-(dichloracetyl)-1,3- oxazolidine 1.12 aminopyralid4-(dichloroacetyl)-1-oxa-4- azaspiro [4.5]decane 1.13 aminopyralidoxabetrinil 1.14 4-hydroxy-3-{[2-methyl-6-(trifluoromethyl)- —3-pyridinyl]carbonyl} bicyclo[3.2.1]oct-3-en-2-one 1.154-hydroxy-3-{[2-methyl-6-(trifluoromethyl)- cloquintocet3-pyridinyl]carbonyl} bicyclo[3.2.1]oct-3-en-2-one 1.164-hydroxy-3-{[2-methyl-6-(trifluoromethyl)- fenchlorazole3-pyridinyl]carbonyl}bicyclo [3.2.1]oct-3-en-2-one 1.174-hydroxy-3-{[2-methyl-6-(trifluoromethyl)- isoxadifen3-pyridinyl]carbonyl}bicyclo [3.2.1]oct-3-en-2-one 1.184-hydroxy-3-{[2-(2-methoxy- mefenpyr ethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl} bicyclo[3.2.1]oct-3-en-2-one 1.194-hydroxy-3-{[2-(2-methoxy- — ethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl} bicyclo[3.2.1]oct-3-en-2-one 1.204-hydroxy-3-{[2-(2-methoxy- cloquintocetethoxy)methyl-6-(trifluoromethyl)- 3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one 1.21 4-hydroxy-3-{[2-(2-methoxy-fenchlorazole ethoxy)methyl-6-(trifluoromethyl)- 3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one 1.22 4-hydroxy-3-{[2-(2-methoxy- isoxadifenethoxy)methyl-6-(trifluoromethyl)- 3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one 1.23 4-hydroxy-3-{[2-(2-methoxy- mefenpyrethoxy)methyl-6-(trifluoromethyl)- 3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one 1.24 4-hydroxy-3-[4-(methylsulfonyl)-2- —nitrobenzoyl]bicyclo[3.2.1] oct-3-en-2-one 1.254-hydroxy-3-[4-(methylsulfonyl)-2- cloquintocetnitrobenzoyl]bicyclo[3.2.1] oct-3-en-2-one 1.264-hydroxy-3-[4-(methylsulfonyl)-2- fenchlorazolenitrobenzoyl]bicyclo[3.2.1] oct-3-en-2-one 1.274-hydroxy-3-[4-(methylsulfonyl)-2- isoxadifennitrobenzoyl]bicyclo[3.2.1] oct-3-en-2-one 1.284-hydroxy-3-[4-(methylsulfonyl)-2- mefenpyr nitrobenzoyl]bicyclo[3.2.1]oct-3-en-2-one 1.29 8-(2,6-diethyl-4-methylphenyl)- —1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d][1,4,5]oxadiazepin-7-one 1.30 8-(2,6-diethyl-4-methylphenyl)- cloquintocet1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d][1,4,5]oxadiazepin-7-one 1.31 8-(2,6-diethyl-4-methylphenyl)- fenchlorazole1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d][1,4,5]oxadiazepin-7-one 1.32 8-(2,6-diethyl-4-methylphenyl)- isoxadifen1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d][1,4,5]oxadiazepin-7-one 1.33 8-(2,6-diethyl-4-methylphenyl)- mefenpyr1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo [1,2-d][1,4,5]oxadiazepin-7-one 1.34 pinoxaden — 1.35 pinoxaden cloquintocet 1.36 pinoxadenfenchlorazole 1.37 pinoxaden isoxadifen 1.38 pinoxaden mefenpyr 1.39[N-(5,7-dimethoxy[1,2,4]triazolo — [1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridine-sulfonamide 1.40[N-(5,7-dimethoxy[1,2,4]triazolo cloquintocet[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridine-sulfonamide 1.41[N-(5,7-dimethoxy[1,2,4]triazolo fenchlorazole[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridine-sulfonamide 1.42[N-(5,7-dimethoxy[1,2,4]triazolo isoxadifen[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridine-sulfonamide 1.43[N-(5,7-dimethoxy[1,2,4]triazolo mefenpyr[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridine-sulfonamide

If the active compounds mentioned in table 2 have functional groupswhich can be ionized, they can, of course, also be present in the formof their agriculturally acceptable salts. In the case of acidic activecompounds, i.e. active compounds which can be deprotonated, these are inparticular the lithium, sodium, potassium, calcium, magnesium, ammonium,methylammonium, isopropylammonium, dimethylammonium,diisopropylammonium, trimethylammonium, tetramethylammonium,tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium,2-(2-hydroxyethoxy)eth-1-ylammonium, di-(2-hydroxyeth-1-yl)ammonium,benzyltrimethylammonium, benzyltriethylammonium or trimethylsulfoniumsalts. In the case of basic active compounds, i.e. active compoundswhich can be protonated, these are in particular the chlorides,bromides, sulfates, hydrogen sulfates, methylsulfates, dihydrogenphosphates or hydrogen phosphates of the active compounds mentionedabove. If the active compounds mentioned in table 2 have a carboxylgroup they can, of course, also be present in the form of agriculturallyacceptable derivatives, in particular in the form of their methyl- anddimethylamides, in the form of their anilides or 2-chloroanilides, andalso in the form of their methyl, ethyl, propyl, isopropyl, butyl,isobutyl, pentyl, hexyl, isooctyl, methoxyethyl, ethoxyethyl,butoxyethyl or thioethyl esters.

Preference is also given to the compositions 2.1-2.43 which differ fromthe corresponding compositions 1.1-1.43 only in that the phenyluracilI.1 is replaced by the phenyluracil I.2.

Preference is also given to the compositions 3.1-3.43 which differ fromthe corresponding compositions 1.1-1.43 only in that the phenyluracilI.1 is replaced by the phenyluracil I.3.

Preference is also given to the compositions 4.1-4.43 which differ fromthe corresponding compositions 1.1-1.43 only in that the phenyluracilI.1 is replaced by the phenyluracil I.4.

Preference is also given to the compositions 5.1-5.43 which differ fromthe corresponding compositions 1.1-1.43 only in that the phenyluracilI.1 is replaced by the phenyluracil I.5.

Preference is also given to the compositions 6.1-6.43 which differ fromthe corresponding compositions 1.1-1.43 only in that the phenyluracilI.1 is replaced by the phenyluracil I.6.

Preference is also given to the compositions 7.1-7.43 which differ fromthe corresponding compositions 1.1-1.43 only in that the phenyluracilI.1 is replaced by the phenyluracil I.7.

Preference is also given to the compositions 8.1-8.43 which differ fromthe corresponding compositions 1.1-1.43 only in that the phenyluracilI.1 is replaced by the phenyluracil I.8.

Preference is also given to the compositions 9.1-9.43 which differ fromthe corresponding compositions 1.1-1.43 only in that the phenyluracilI.1 is replaced by the phenyluracil I.9.

Preference is also given to the compositions 10.1-10.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.10.

Preference is also given to the compositions 11.1-11.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.11.

Preference is also given to the compositions 12.1-12.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil 1.12.

Preference is also given to the compositions 13.1-13.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.13.

Preference is also given to the compositions 14.1-14.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.14.

Preference is also given to the compositions 15.1-15.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.15.

Preference is also given to the compositions 16.1-16.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.16.

Preference is also given to the compositions 17.1-17.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil 1.1 is replaced by the phenyluracil I.17.

Preference is also given to the compositions 18.1-18.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.18.

Preference is also given to the compositions 19.1-19.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil 1.1 is replaced by the phenyluracil 1.19.

Preference is also given to the compositions 20.1-20.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.20.

Preference is also given to the compositions 21.1-21.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.21.

Preference is also given to the compositions 22.1-22.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.22.

Preference is also given to the compositions 23.1-23.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.23.

Preference is also given to the compositions 24.1-24.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.24.

Preference is also given to the compositions 25.1-25.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.25.

Preference is also given to the compositions 26.1-26.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.26.

Preference is also given to the compositions 27.1-27.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.27.

Preference is also given to the compositions 28.1-28.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.28.

Preference is also given to the compositions 29.1-29.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.29.

Preference is also given to the compositions 30.1-30.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.30.

Preference is also given to the compositions 31.1-31.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.31.

Preference is also given to the compositions 32.1-32.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.32.

Preference is also given to the compositions 33.1-33.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.33.

Preference is also given to the compositions 34.1-34.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.34.

Preference is also given to the compositions 35.1-35.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.35.

Preference is also given to the compositions 36.1-36.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.36.

Preference is also given to the compositions 37.1-37.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.37.

Preference is also given to the compositions 38.1-38.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.38.

Preference is also given to the compositions 39.1-39.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.39.

Preference is also given to the compositions 40.1-40.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil 1.1 is replaced by the phenyluracil I.40.

Preference is also given to the compositions 41.1-41.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.41.

Preference is also given to the compositions 42.1-42.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.42.

Preference is also given to the compositions 43.1-43.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.43.

Preference is also given to the compositions 44.1-44.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.44.

Preference is also given to the compositions 45.1-45.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.45.

Preference is also given to the compositions 46.1-46.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.46.

Preference is also given to the compositions 47.1-47.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.47.

Preference is also given to the compositions 48.1-48.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.48.

Preference is also given to the compositions 49.1-49.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.49.

Preference is also given to the compositions 50.1-50.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.50.

Preference is also given to the compositions 51.1-51.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.51.

Preference is also given to the compositions 52.1-52.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.52.

Preference is also given to the compositions 53.1-53.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.53.

Preference is also given to the compositions 54.1-54.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.54.

Preference is also given to the compositions 55.1-55.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.55.

Preference is also given to the compositions 56.1-56.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.56.

Preference is also given to the compositions 57.1-57.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil 1.1 is replaced by the phenyluracil I.57.

Preference is also given to the compositions 58.1-58.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.58.

Preference is also given to the compositions 59.1-59.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.59.

Preference is also given to the compositions 60.1-60.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.60.

Preference is also given to the compositions 61.1-61.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.61.

Preference is also given to the compositions 62.1-62.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.62.

Preference is also given to the compositions 63.1-63.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.63.

Preference is also given to the compositions 64.1-64.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.64.

Preference is also given to the compositions 65.1-65.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.65.

Preference is also given to the compositions 66.1-66.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.66.

Preference is also given to the compositions 67.1-67.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.67.

Preference is also given to the compositions 68.1-68.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.68.

Preference is also given to the compositions 69.1-69.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.69.

Preference is also given to the compositions 70.1-70.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.70.

Preference is also given to the compositions 71.1-71.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.71.

Preference is also given to the compositions 72.1-72.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.72.

Preference is also given to the compositions 73.1-73.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.73.

Preference is also given to the compositions 74.1-74.43 which differfrom the corresponding compositions 1.1-1.43 only in that thephenyluracil I.1 is replaced by the phenyluracil I.74.

The weight ratios of the individual components in the compositions 2.1to 74.43 are within the limits stated above, in the case of binarymixtures of phenyluracil I.1 and herbicide B for example 1:1, 1:2 or1:5, in the case of binary mixtures of phenyluracil I.1 and safener Cfor example 1:1, 1:2 or 1:5 and in the case of ternary mixtures ofphenyluracil I.1, herbicide B and safener C for example 1:1:1, 2:1:1,1:2:1, 1:5:1 or 1:5:2.

In the ready-to-use preparations, i.e. in the compositions according tothe invention in the form of crop protection products, the components Iand B and optionally C, in suspended, emulsified or dissolved form, canbe present formulated jointly or separately. The use forms dependentirely on the intended use.

The compositions according to the invention can be applied, for example,in the form of directly sprayable aqueous solutions, powders,suspensions, also highly-concentrated aqueous, oily or other suspensionsor dispersions, emulsions, oil dispersions, pastes, dusts, materials forspreading or granules, by means of spraying, atomizing, dusting,broadcasting or watering. The use forms depend on the intended use; inany case, they should ensure the finest possible distribution of theactive compounds.

Depending on the form in which the ready-to-use preparations are presentin the compositions according to the invention, they comprise one ormore liquid or solid carriers, if appropriate surfactants and ifappropriate further auxiliaries which are customary for formulating cropprotection products. The person skilled in the art is sufficientlyfamiliar with the recipes for such formulations.

The ready-to-use preparations comprise the components I and B andoptionally C and auxiliaries which are customary for formulating cropprotection products, which auxiliaries may also comprise a liquidcarrier.

Suitable inert additives with carrier function are essentially: mineraloil fractions of medium to high boiling point, such as kerosene anddiesel oil, furthermore coal tar oils and oils of vegetable or animalorigin, aliphatic, cyclic and aromatic hydrocarbons, e.g. paraffins,tetrahydronaphthalene, alkylated naphthalenes and their derivatives,alkylated benzenes and their derivatives, alcohols such as methanol,ethanol, propanol, butanol and cyclohexanol, ketones such ascyclohexanone, strongly polar solvents, e.g. amines such asN-methylpyrrolidone, and water.

Aqueous use forms can be prepared from emulsion concentrates,suspensions, pastes, wettable powders or water-dispersible granules byadding water. To prepare emulsions, pastes or oil dispersions, theactive compounds I, B or C, as such or dissolved in an oil or solvent,can be homogenized in water by means of wetting agent, tackifier,dispersant or emulsifier. Alternatively, it is possible to prepareconcentrates consisting of active substance, wetting agent, tackifier,dispersant or emulsifier and, if desired, solvent or oil, and theseconcentrates are suitable for dilution with water.

Suitable surfactants are the alkali metal salts, alkaline earth metalsalts and ammonium salts of aromatic sulfonic acids, e.g. ligno-,phenol-, naphthalene- and dibutylnaphthalenesulfonic acid, and of fattyacids, of alkyl- and alkylarylsulfonates, of alkyl sulfates, laurylether sulfates and fatty alcohol sulfates, and salts of sulfated hexa-,hepta- and octadecanols and of fatty alcohol glycol ethers, condensatesof sulfonated naphthalene and its derivatives with formaldehyde,condensates of naphthalene or of the naphthalenesulfonic acids withphenol and formaldehyde, polyoxyethylene octylphenol ether, ethoxylatedisooctyl-, octyl- or nonylphenol, alkylphenyl polyglycol ethers,tributylphenyl polyglycol ether, alkylaryl polyether alcohols,isotridecyl alcohol, fatty alcohol/ethylene oxide condensates,ethoxylated castor oil, polyoxyethylene alkyl ether or polyoxypropylenealkyl ether, lauryl alcohol polyglycol ether acetate, sorbitol esters,lignosulfite waste liquors or methylcellulose.

Powders, materials for spreading and dusts can be prepared by mixing orconcomitant grinding of the active substances with a solid carrier.

Granules, e.g. coated granules, impregnated granules and homogeneousgranules, can be prepared by binding the active ingredients to solidcarriers. Solid carriers are mineral earths such as silicas, silicagels, silicates, talc, kaolin, limestone, lime, chalk, bole, loess,clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate,magnesium oxide, ground synthetic materials, fertilizers such asammonium sulfate, ammonium phosphate, ammonium nitrate, ureas, andproducts of vegetable origin such as cereal meal, tree bark meal, woodmeal and nutshell meal, cellulose powders, or other solid carriers.

The concentrations of the active compounds in the ready-to-usepreparations can be varied within wide ranges. In general, theformulations comprise from 0.001 to 98% by weight, preferably 0.01 to95% by weight, of active ingredients. The active ingredients areemployed in a purity of from 90% to 100%, preferably 95% to 100%(according to NMR spectrum).

The compounds according to the invention can, for example, be formulatedas follows:

I 20 parts by weight of the active compound or active compound mixturein question are dissolved in a mixture composed of 80 parts by weight ofalkylated benzene, 10 parts by weight of the adduct of 8 to 10 mol ofethylene oxide to 1 mol of oleic acid N-monoethanolamide, 5 parts byweight of calcium dodecylbenzenesulfonate and 5 parts by weight of theadduct of 40 mol of ethylene oxide to 1 mol of castor oil. Pouring thesolution into 100 000 parts by weight of water and finely distributingit therein gives an aqueous dispersion which comprises 0.02% by weightof the active ingredient.

II 20 parts by weight of the active compound or active compound mixturein question are dissolved in a mixture composed of 40 parts by weight ofcyclohexanone, 30 parts by weight of isobutanol, 20 parts by weight ofthe adduct of 7 mol of ethylene oxide to 1 mol of isooctylphenol and 10parts by weight of the adduct of 40 mol of ethylene oxide to 1 mol ofcastor oil. Pouring the solution into 100 000 parts by weight of waterand finely distributing it therein gives an aqueous dispersion whichcomprises 0.02% by weight of the active ingredient.

III 20 parts by weight of the active compound or active compound mixturein question are dissolved in a mixture composed of 25 parts by weight ofcyclohexanone, 65 parts by weight of a mineral oil fraction of boilingpoint 210 to 280° C. and 10 parts by weight of the adduct of 40 mol ofethylene oxide to 1 mol of castor oil. Pouring the solution into 100 000parts by weight of water and finely distributing it therein gives anaqueous dispersion which comprises 0.02% by weight of the activeingredient.

IV 20 parts by weight of the active compound or active compound mixturein question are mixed thoroughly with 3 parts by weight of sodiumdiisobutylnaphthalenesulfonate, 17 parts by weight of the sodium salt ofa lignosulfonic acid from a sulfite waste liquor and 60 parts by weightof pulverulent silica gel, and the mixture is ground in a hammer mill.Finely distributing the mixture in 20 000 parts by weight of water givesa spray mixture which comprises 0.1% by weight of the active ingredient.

V 3 parts by weight of the active compound or active compound mixture inquestion are mixed with 97 parts by weight of finely divided kaolin.This gives a dust which comprises 3% by weight of the active ingredient.

VI 20 parts by weight of the active compound or active compound mixturein question are mixed intimately with 2 parts by weight of calciumdodecylbenzenesulfonate, 8 parts by weight of fatty alcohol polyglycolether, 2 parts by weight of the sodium salt of aphenol-urea-formaldehyde condensate and 68 parts by weight of aparaffinic mineral oil. This gives a stable oily dispersion.

VII 1 part by weight of the active compound or active compound mixturein question is dissolved in a mixture composed of 70 parts by weight ofcyclohexanone, 20 parts by weight of ethoxylated isooctylphenol and 10parts by weight of ethoxylated castor oil. This gives a stable emulsionconcentrate.

VIII 1 part by weight of the active compound or active compound mixturein question is dissolved in a mixture composed of 80 parts by weight ofcyclohexanone and 20 parts by weight of Wettol® EM 31 (nonionicemulsifier based on ethoxylated castor oil). This gives a stableemulsion concentrate.

The components I and B and optionally C can be formulated jointly orseparately.

The components I and B and optionally C can be applied jointly orseparately, simultaneously or successively, before, during or afteremergence of the plants.

If the active compounds I and B and optionally C are less well toleratedby certain crop plants, it is possible to use application methods inwhich the herbicidal compositions are sprayed with the aid of sprayersin such a way that the leaves of the sensitive crop plants are as far aspossible unaffected, whereas the active compounds reach the leaves ofthe undesirable plants growing underneath or the uncovered soil surface(post-directed, lay-by).

The required application rate of the composition of the pure activecompounds, i.e. of I and B and optionally C without formulationauxiliary, depends on the density of the undesired vegetation, on thedevelopment stage of the plants, on the climatic conditions of thelocation where the composition is used and on the application method. Ingeneral, the application rate of I and B and optionally C is from 0.001to 3 kg/ha, preferably from 0.005 to 2 kg/ha and in particular from 0.01to 1 kg/ha of active substance.

The required application rates of the 3-phenyluracils I are generally inthe range from 0.1 g/ha to 1 kg/ha and preferably in the range from 1g/ha to 500 g/ha or from 5 g/ha to 500 g/ha of active substance.

The compositions are applied to the plants mainly by foliar spraying.Application can be carried out by customary spraying techniques using,for example, water as carrier and spray liquor rates of from about 100to 1 000 l/ha (for example from 300 to 400 l/ha). Application of theherbicidal compositions by the low-volume and the ultra-low-volumemethod is possible, as is their application in the form ofmicrogranules.

The compositions according to the present invention are suitable forcontrolling common harmful plants in useful plants, in particular incrops such as wheat, barley, oats, corn, soybean, sorghum, rice, oilseedrape, cotton, potatoes, dry beans, ground-nuts or in perennial crops. Inanother embodiment of the invention, they are useful for controlling thewhole vegetation, i. e. they act as a total weedkiller. Futhermore, inanother emodiment of the present invention, the compositions are usefulfor controlling undesirable vegetation in forestry.

Moreover, it may be useful to apply the compositions according to theinvention jointly as a mixture with other crop protection products, forexample with pesticides or agents for controlling phytopathogenic fungior bacteria. Also of interest is the miscibility with mineral saltsolutions which are employed for treating nutritional and trace elementdeficiencies. Non-phytotoxic oils and oil concentrates may also beadded.

The compositions according to the invention can also be used in cropplants which are resistant to one or more herbicides owing to geneticengineering or breeding or which are resistant to attack by insectsowing to genetic engineering or breeding. Suitable are for example cropplants preferably corn, wheat, barley, sunflower, rice, canola, soybeanswhich are resistant to herbicidal EPSP synthase inhibitors, such as, forexample, glyphosate, to herbicidal glutamine synthase inhibitors, suchas, for example, glufosinate, to herbicidal protoporphyrinogen-IXoxidase inhibitors, such as, for example, butafenacil, or to herbicidalALS inhibitors, such as, for example, imazamethabenz, imazamox,imazapic, imazapyr, imazaquin, imazethapyr, or crop plants which, owingto introduction of the gene for Bt toxin by genetic modification, areresistant to attack by certain insects.

Surprisingly, the compositions according to the invention which compriseat least one phenyluracil of the formula I and at least one herbicide Bhave better herbicidal activity against harmful plants than would havebeen expected by the herbicidal activity of the individual compounds. Inother words, the joint action of phenyluracil I and herbicide B resultsin an enhanced activity against harmful plants in the sense of a synergyeffect (synergism). For this reason, the mixtures can, based on theindividual components, be used at lower application rates to achieve aherbicidal effect comparable to the individual components.

Surprisingly, the compositions according to the invention which, inaddition to the phenyluracil I and the herbicide B comprise an activecompound from group C are better tolerated by useful plants than therespective mixture of 3-phenyluracil I+herbicide B without activecompound of group C.

The 3-phenyluracils of the formula I can be prepared by the preparationprocesses disclosed by the earlier application WO 2001/83459. Withrespect to the preparation of individual compounds, reference is made tothe examples of WO 2001/83459. Compounds which are not explicitlydisclosed in this document can be prepared in an analogous manner.

USE EXAMPLES

The effect of the herbicidal mixtures according to the invention ofcomponents I and B and, if appropriate, C on the growth of undesirableplants compared to the herbicidally active compounds alone wasdemonstrated by the following greenhouse experiments

For the post-emergence treatment, the test plants were first grown to aheight of 3 to 20 cm, depending on the plant habit, and only thentreated. Here, the herbicidal compositions were suspended or emulsifiedin water as distribution medium and sprayed using finely distributingnozzles.

The respective components I and B and/or C were formulated as 10% byweight strength emulsion concentrate and introduced to the spray liquorwith the amount of solvent system used for applying the active compound.In the examples, the solvent used was water.

The test period extended over 21 days. During this time, the plants weretended, and their response to the treatments with active compound wasevaluated.

The evaluation for the damage caused by the chemical compositions wascarried out using a scale from 0 to 100%, compared to the untreatedcontrol plants. Here, 0 means no damage and 100 means completedestruction of the plants.

In the examples below, the value E which is to be expected if theactivity of the individual compounds is just additive was calculatedusing the method of S. R. Colby (1967) “Calculating synergistic andantagonistic responses of herbicide combinations”, Weeds 15, p. 22 ff.E=X+Y−(X·Y/100)where

X=effect in percent using active compound I at an application rate a;

Y=effect in percent using active compound B at an application rate b;

E=expected effect (in %) of I+B at application rates a+b.

If the value calculated in this manner is higher than the value Ecalculated according to Colby, a synergistic effect is present.

The following active compounds were tested:

Phenyluracil I.1 from table 1 (example 54 from WO 2001/83459);

4-Hydroxy-3-{[2-methyl-6-(triflurmethyl)-3-pyridinyl]carbonyl}ci-cyclo[3.2.1]oct-3-en-2-one(herbicide B.1);

4-Hydroxy-3-{[2-methoxyethoxy)methyl-6-(trifluormethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one(herbicide B.2).

The plants used in these greenhouse experiments belong to the followingspecies: Scientific name Common name Alopecurus myosuroides BlackgrossAmaranthus retroflexus Common amaranth Echinocloa crus-galli Cockspur

Example 1 Herbicidal Activity of Mixture 1.14 Applied by thePre-Emergence Method

Herbicidal activity against Application rate [g/ha] Amaranthusretroflexus I.1 B.1 found calculated 0.98 — 0 — — 0.98 0 — 0.98 0.98 250 1.95 — 0 — — 1.95 20 — 1.95 1.95 50 20 

Example 2 Herbicidal Activity of Mixture 1.14 Applied by thePost-Emergence Method

Herbicidal activity against Application rate [g/ha] Echinocloacrus-galli I.1 B.1 found calculated 0.98 — 0 — — 0.98 30 — 0.98 0.98 7030 1.95 — 0 — — 1.95 60 — 1.95 1.95 80 60

Example 3 Herbicidal Activity of Mixture 1.19 Applied by thePost-Emergence Method

Herbicidal activity against Application rate [g/ha] Alopecurusmyosuroides I.1 B.2 found calculated 1.95 — 0 — — 1.95 0 — 1.95 1.95 100 3.91 — 0 — — 3.91 0 — 3.91 3.91 15 0

The data according to examples 1 to 3 prove unambigously the synergisticeffect of the herbicidal mixtures according to the invention.

1. A herbicidal active composition comprising at least one3-phenyluracil of the formula I

in which the variables R¹-R⁷ are as defined below: R¹ is methyl or NH₂;R² is C₁-C₂-haloalkyl; R³ is hydrogen or halogen; R⁴ is halogen orcyano; R⁵ is hydrogen, cyano, C₁-C₆-alkyl, C₁-C₆-alkoxy,C₁-C₄-alkoxy-C₁-C₄-alkyl, C₃-C₇-cycloalkyl, C₃-C₆-alkenyl, C₃-C₆-alkynylor benzyl which is unsubstituted or substituted by halogen orC₁-C₆-alkyl; R⁶, R⁷ independently of one another are hydrogen,C₁-C₆-alkyl, C₁-C₆-alkoxy, C₃-C₆-alkenyl, C₃-C₆-alkynyl,C₃-C₇-cycloalkyl, C₃-C₇-cycloalkenyl, phenyl or benzyl, where each ofthe last 8 abovementioned substituents is unsubstituted or substitutedby 1 to 6 halogen atoms and/or by one, two or three groups selectedfrom: OH, NH₂, CN, CONH₂, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylthio, C₁-C₄-haloalkylthio, C₁-C₄-alkylsulfonyl,C₁-C₄-haloalkylsulfonyl, C₁-C₄-alkylamino, di(C₁-C₄-alkyl)amino, formyl,C₁-C₄-alkylcarbonyl, C₁-C₄-alkoxycarbonyl, C₁-C₄-alkylaminocarbonyl,di(C₁-C₄-alkyl)aminocarbonyl, C₃-C₇-cycloalkyl, phenyl and benzyl; orR⁶, R⁷ together with the nitrogen atom to which they are attached form a3-, 4-, 5-, 6- or 7-membered saturated or unsaturated nitrogenheterocycle which may be substituted by 1 to 6 methyl groups and whichmay contain 1 or 2 further heteroatoms selected from the groupconsisting of nitrogen, oxygen and sulfur as ring members, or anagriculturally acceptable salts thereof; and at least one furtherherbicide B, selected from the group consisting of aminopyralid and itsagriculturally acceptable derivatives,4-hydroxy-3-{[2-methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,4-hydroxy-3-[4-(methylsulfonyl)-2-nitrobenzoyl]bicyclo[3.2.1]oct-3-en-2-one,8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-one,pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester(pinoxaden) and[N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide, or an agriculturallyacceptable salts thereof; and optionally at least one safener C,selected from the group consisting of benoxacor, cloquintocet,cyometrinil, dichlormid, dicyclonon, dietholate, fenchlorazole,fenclorim, flurazole, fuxofenim, flurilazole, isoxadifen, mefenpyr,mephenate, naphthalic anhydride,2,2,5-trimethyl-3-(dichloracetyl-1,3-oxazolidine (R-29148),4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (AD-67, MON 4660) andoxabetrinil, or an agriculturally acceptable salt thereof, or, providedthe safener C has a carboxyl group, an agriculturally acceptablederivative thereof.
 2. The herbicidal active composition as claimed inclaim 1, in which the herbicide B is selected from the group consistingof aminopyralid and its agriculturally acceptable derivates,4-hydroxy-3-{[2-methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,4-hydroxy-3-[4-(methylsulfonyl)-2-nitrobenzoyl]bicyclo[3.2.1]-oct-3-en-2-one,8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-oneand pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester(pinoxaden), or an agriculturally acceptable salt of said herbicide B.3. The herbicidal active composition as claimed in claim 1, in which theherbicide B is selected from the group consisting of aminopyralid andits agriculturally acceptable derivatives,4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluormethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester(pinoxaden) and[N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide, or an agriculturalacceptable salt of said herbicide B.
 4. The herbicidal activecomposition as claimed in claim 1 in which the variables R¹ to R⁷ informula I have the following meaning: R¹ is methyl or NH₂; R² istrifluoromethyl; R³ is hydrogen, fluorine or chlorine; R⁴ is halogen orcyano; R⁵ is hydrogen; R⁶, R⁷ independently of one another are hydrogen,C₁-C₆-alkyl, C₃-C₆-alkenyl, C₃-C₆-alkynyl, C₃-C₇-cycloalkyl,C₃-C₇-cycloalkenyl, phenyl or benzyl, or R⁶, R⁷ together with thenitrogen atom to which they are attached form a pyrrolidine, piperidine,morpholine, N-methylpiperazine or perhydroazepine ring.
 5. Theherbicidal active composition as claimed in claim 1, in which R⁶, R⁷ informula I are identical or different C₁-C₆-alkyl radicals.
 6. Theherbicidal active composition as claimed in claim 1, in which thecompound C is selected from the group consisting of benoxacor,cloquintocet, dichlormid, fenchlorazole, fenclorim, fluxofenim,furilazole, isoxadifen, mefenpyr,2,2,5-trimethyl-3-(dichloracetyl)-1,3-oxazolidine,4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane and oxabetrinil and/or anagriculturally acceptable salt of said compound C and/or, in the case ofa compound C having a COOH group, an agriculturally acceptablederivative of said compound C.
 7. The herbicidal active composition asclaimed in claim 1 in which the herbicide B is4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl)carbonyl}-bicyclo[3.2.1]oct-3-en-2-oneor an agriculturally acceptable salt thereof.
 8. The herbicidal activecomposition as claimed in claim 1 in which the herbicid B is pivalicacid[8-(2,6-diethyl-4-methylphenyl)1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester(pinoxaden), or an agriculturally acceptable salt thereof.
 9. Theherbicidal active composition as claimed in claim 1 in which theherbicide B is[N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamideor an agriculturally acceptable salt thereof.
 10. A herbicidal agent,comprising the herbicidal active composition as claimed in claim 1, atleast one inert liquid and/or solid carrier, if desired at least onesurfactant and, if appropriate at least one further auxiliary.
 11. Amethod for controlling undesirable vegetation, which comprisis allowinga herbicidally effective amount of a composition as claimed in claim 1to act on plants, their habitat or on seed.
 12. The method as claimed inclaim 11, which comprises applying said composition during and/or afteremergence of the undesirable vegetation, simultaneously or insuccession. 13-15. (canceled)
 16. The method of claim 11, wherein thecomposition controls undesirable vegetation in cereal or corn crops. 17.The method of claim 11, wherein the composition controls undesirablevegetation in forestry.
 18. The method of claim 11, wherein thecomposition controls undesirable vegetation in crop plants, wherein thecrop plants are resistant to at least one herbicide owing to geneticengineering and/or breeding.
 19. A herbicidal kit comprising a containercontaining at least one 3-phenyluracil of the formula I

in which the variables R¹-R⁷ are as defined below: R¹ is methyl or NH₂;R² is C₁-C₂-haloalkyl; R³ is hydrogen or halogen; R⁴ is halogen orcyano; R⁵ is hydrogen, cyano, C₁-C₆-alkyl, C₁-C₆-alkoxy,C₁-C₄-alkoxy-C₁-C₄-alkyl, C₃-C₇-cycloalkyl, C₃-C₆-alkenyl, C₃-C₆-alkynylor benzyl which is unsubstituted or substituted by halogen orC₁-C₆-alkyl; R⁶, R⁷ independently of one another are hydrogen,C₁-C₆-alkyl, C₁-C₆-alkoxy, C₃-C₆-alkenyl, C₃-C₆-alkynyl,C₃-C₇-cycloalkyl, C₃-C₇-cycloalkenyl, phenyl or benzyl, where each ofthe—8 above mentioned substituents is unsubstituted or substituted by 1to 6 halogen atoms and/or by one, two or three groups selected from: OH,NH₂, CN, CONH₂, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio,C₁-C₄-haloalkylthio, C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl,C₁-C₄-alkylamino, di(C₁-C₄-alkyl)amino, formyl, C₁-C₄-alkylcarbonyl,C₁-C₄-alkoxycarbonyl, C₁-C₄-alkylaminocarbonyl,di(C₁-C₄-alkyl)aminocarbonyl, C₃-C₇-cycloalkyl, phenyl and benzyl; orR⁶, R⁷ together with the nitrogen atom to which they are attached form a3-, 4-, 5-, 6- or 7-membered saturated or unsaturated nitrogenheterocycle which may be substituted by 1 to 6 methyl groups and whichmay contain 1 or 2 further heteroatoms selected from the groupconsisting of nitrogen, oxygen and sulfur as ring members, including anagriculturally acceptable salt thereof; and a separate containercontaining at least one further herbicide B at least one furtherherbicide B, selected from the group consisting of aminopyralid and itsagriculturally acceptable derivatives,4-hydroxy-3-{[2-methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,4-hydroxy-3-{[2-(2-methoxyethoxy)methyl-6-(trifluoromethyl)-3-pyridinyl]carbonyl}bicyclo[3.2.1]oct-3-en-2-one,4-hydroxy-3-[4-(methylsulfonyl)-2-nitrobenzoyl]bicyclo[3.2.1]oct-3-en-2-one,8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-9-hydroxy-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-7-one,pivalic acid[8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl]ester(pinoxaden) and[N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-2-methoxy-4-(trifluoromethyl)-3-pyridinesulfonamide,including an agriculturally acceptable salt of said herbicide B.
 20. Thekit of claim 19, further comprising at least one safener C, selectedfrom the group consisting of benoxacor, cloquintocet, cyometrinil,dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole,fuxofenim, flurilazole, isoxadifen, mefenpyr, mephenate, naphthalicanhydride, 2,2,5-trimethyl-3-(dichloracetyl-1,3-oxazolidine (R-29148),4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane (AD-67, MON 4660) andoxabetrinil, or an agriculturally acceptable salt of said safener C, or,provided safener C has a carboxyl group, an agriculturally acceptablederivative of said safener C.